AU772943B2 - Pyrazole compounds and uses thereof - Google Patents

Pyrazole compounds and uses thereof Download PDF

Info

Publication number: AU772943B2
Authority: AU; Australia
Prior art keywords: benzyl; methyl; ethyl; compound; isopropyl
Prior art date: 1998-12-24
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Ceased

Application number

AU22166/00A

Other languages

English (en)

Other versions

AU2216600A (en

Inventor

Bradley B. Brown

Patrick J Casey

Zita Latona

Janna C. Purdy

Sarah Tavares

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Duke University

Pharmaco Investments Inc

Original Assignee

PPD Discovery Inc

Duke University

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1998-12-24

Filing date

1999-12-21

Publication date

2004-05-13

1999-12-21 Application filed by PPD Discovery Inc, Duke University filed Critical PPD Discovery Inc

2000-07-31 Publication of AU2216600A publication Critical patent/AU2216600A/en

2004-05-13 Application granted granted Critical

2004-05-13 Publication of AU772943B2 publication Critical patent/AU772943B2/en

2010-10-07 Assigned to DUKE UNIVERSITY, PHARMACEUTICAL PRODUCT DEVELOPMENT, INC. reassignment DUKE UNIVERSITY Request to Amend Deed and Register Assignors: DUKE UNIVERSITY, PPD DISCOVERY, INC.

2010-10-14 Assigned to DUKE UNIVERSITY, PHARMACO INVESTMENTS, INC. reassignment DUKE UNIVERSITY Alteration of Name(s) in Register under S187 Assignors: DUKE UNIVERSITY, PHARMACEUTICAL PRODUCT DEVELOPMENT, INC.

2019-12-21 Anticipated expiration legal-status Critical

Status Ceased legal-status Critical Current

Links

150000003217 pyrazoles Chemical class 0.000 title description 2
150000001875 compounds Chemical class 0.000 claims abstract description 162
238000000034 method Methods 0.000 claims abstract description 55
150000003839 salts Chemical class 0.000 claims abstract description 38
230000013823 prenylation Effects 0.000 claims abstract description 37
230000002401 inhibitory effect Effects 0.000 claims abstract description 10
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 4
-1 2-ethylphenyl Chemical group 0.000 claims description 230
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 83
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 56
239000000203 mixture Substances 0.000 claims description 41
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 37
229910052739 hydrogen Inorganic materials 0.000 claims description 34
125000003118 aryl group Chemical group 0.000 claims description 32
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 27
125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 claims description 26
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 23
239000001257 hydrogen Substances 0.000 claims description 20
206010028980 Neoplasm Diseases 0.000 claims description 16
108010043958 Peptoids Proteins 0.000 claims description 16
206010017533 Fungal infection Diseases 0.000 claims description 15
102000004357 Transferases Human genes 0.000 claims description 15
108090000992 Transferases Proteins 0.000 claims description 15
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 15
125000003275 alpha amino acid group Chemical group 0.000 claims description 14
108090000765 processed proteins & peptides Proteins 0.000 claims description 14
208000035475 disorder Diseases 0.000 claims description 12
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 11
241001465754 Metazoa Species 0.000 claims description 11
125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 10
208000036142 Viral infection Diseases 0.000 claims description 10
201000011510 cancer Diseases 0.000 claims description 10
125000006495 3-trifluoromethyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1[H])C([H])([H])*)C(F)(F)F 0.000 claims description 9
201000001320 Atherosclerosis Diseases 0.000 claims description 9
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 9
230000009385 viral infection Effects 0.000 claims description 9
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 8
229910052799 carbon Inorganic materials 0.000 claims description 8
WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims description 8
150000001408 amides Chemical group 0.000 claims description 7
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
208000015181 infectious disease Diseases 0.000 claims description 7
208000037803 restenosis Diseases 0.000 claims description 7
150000003505 terpenes Chemical class 0.000 claims description 7
125000006291 3-hydroxybenzyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(=C1[H])C([H])([H])* 0.000 claims description 6
206010055665 Corneal neovascularisation Diseases 0.000 claims description 6
201000009273 Endometriosis Diseases 0.000 claims description 6
201000004681 Psoriasis Diseases 0.000 claims description 6
201000000159 corneal neovascularization Diseases 0.000 claims description 6
125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 6
125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 6
125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims description 5
241000894006 Bacteria Species 0.000 claims description 5
208000031888 Mycoses Diseases 0.000 claims description 5
230000033115 angiogenesis Effects 0.000 claims description 5
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 5
HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 5
150000004820 halides Chemical class 0.000 claims description 5
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
208000028867 ischemia Diseases 0.000 claims description 5
230000000302 ischemic effect Effects 0.000 claims description 5
230000002107 myocardial effect Effects 0.000 claims description 5
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 5
125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims description 4
125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 4
125000006284 3-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C(F)=C1[H])C([H])([H])* 0.000 claims description 4
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims description 3
125000004176 4-fluorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1F)C([H])([H])* 0.000 claims description 3
125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 claims description 3
125000003710 aryl alkyl group Chemical group 0.000 claims description 3
125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims description 3
125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 3
125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 2
125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
125000002774 3,4-dimethoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])* 0.000 claims description 2
125000004042 4-aminobutyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])N([H])[H] 0.000 claims description 2
125000006189 4-phenyl benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
125000001318 4-trifluoromethylbenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])*)C(F)(F)F 0.000 claims description 2
OBSIQMZKFXFYLV-QMMMGPOBSA-N L-phenylalanine amide Chemical compound NC(=O)[C@@H](N)CC1=CC=CC=C1 OBSIQMZKFXFYLV-QMMMGPOBSA-N 0.000 claims description 2
239000003937 drug carrier Substances 0.000 claims description 2
125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 2
125000006737 (C6-C20) arylalkyl group Chemical group 0.000 claims 1
KTZQTRPPVKQPFO-UHFFFAOYSA-N 1,2-benzoxazole Chemical compound C1=CC=C2C=NOC2=C1 KTZQTRPPVKQPFO-UHFFFAOYSA-N 0.000 claims 1
125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
108010050749 geranylgeranyltransferase type-I Proteins 0.000 claims 1
125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 42
235000018102 proteins Nutrition 0.000 description 31
108090000623 proteins and genes Proteins 0.000 description 31
102000004169 proteins and genes Human genes 0.000 description 31
SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical class [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 27
210000004027 cell Anatomy 0.000 description 25
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 24
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
239000011347 resin Substances 0.000 description 24
229920005989 resin Polymers 0.000 description 24
125000001424 substituent group Chemical group 0.000 description 24
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108010014186 ras Proteins Proteins 0.000 description 17
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UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 15
125000000217 alkyl group Chemical group 0.000 description 15
150000001413 amino acids Chemical class 0.000 description 15
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101710156978 Ras-like protein Proteins 0.000 description 13
239000002585 base Substances 0.000 description 13
238000011282 treatment Methods 0.000 description 13
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230000015572 biosynthetic process Effects 0.000 description 11
230000037396 body weight Effects 0.000 description 11
201000010099 disease Diseases 0.000 description 11
WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 11
239000000047 product Substances 0.000 description 11
239000000243 solution Substances 0.000 description 11
241000196324 Embryophyta Species 0.000 description 10
125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 10
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
230000000694 effects Effects 0.000 description 9
229910052757 nitrogen Inorganic materials 0.000 description 9
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 8
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 8
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239000004480 active ingredient Substances 0.000 description 7
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238000002360 preparation method Methods 0.000 description 7
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239000003826 tablet Substances 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
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JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 6
WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical class C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 6
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125000001072 heteroaryl group Chemical group 0.000 description 6
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HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 4
OINNEUNVOZHBOX-XBQSVVNOSA-N Geranylgeranyl diphosphate Natural products [P@](=O)(OP(=O)(O)O)(OC/C=C(\CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)/C)O OINNEUNVOZHBOX-XBQSVVNOSA-N 0.000 description 4
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 4
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FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 4
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ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
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QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
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Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings

Landscapes

Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Public Health (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Hematology (AREA)
Dermatology (AREA)
Urology & Nephrology (AREA)
Obesity (AREA)
Diabetes (AREA)
Ophthalmology & Optometry (AREA)
Virology (AREA)
Vascular Medicine (AREA)
Endocrinology (AREA)
Reproductive Health (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Cosmetics (AREA)
Indole Compounds (AREA)

AU22166/00A 1998-12-24 1999-12-21 Pyrazole compounds and uses thereof Ceased AU772943B2 (en)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
US11394898P	1998-12-24	1998-12-24
US60/113948		1998-12-24
US09/440209		1999-11-15
US09/440,209 US6191147B1 (en)	1998-12-24	1999-11-15	Pyrazole compounds and uses thereof
PCT/US1999/030951 WO2000039083A2 (en)	1998-12-24	1999-12-21	Pyrazole compounds and uses thereof

Related Child Applications (1)

Application Number	Title	Priority Date	Filing Date
AU2004202912A Division AU2004202912A1 (en)	1998-12-24	2004-06-29	Pyrazole compounds and uses thereof

Publications (2)

Publication Number	Publication Date
AU2216600A AU2216600A (en)	2000-07-31
AU772943B2 true AU772943B2 (en)	2004-05-13

Family

ID=26811662

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
AU22166/00A Ceased AU772943B2 (en)	1998-12-24	1999-12-21	Pyrazole compounds and uses thereof
AU2004202912A Abandoned AU2004202912A1 (en)	1998-12-24	2004-06-29	Pyrazole compounds and uses thereof

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
AU2004202912A Abandoned AU2004202912A1 (en)	1998-12-24	2004-06-29	Pyrazole compounds and uses thereof

Country Status (8)

Country	Link
US (1)	US6191147B1 (de)
EP (1)	EP1140900B1 (de)
JP (1)	JP2002533436A (de)
AT (1)	ATE291018T1 (de)
AU (2)	AU772943B2 (de)
CA (1)	CA2359462C (de)
DE (1)	DE69924292T2 (de)
WO (1)	WO2000039083A2 (de)

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* Cited by examiner, † Cited by third party
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IL152097A0 (en) *	2000-05-19	2003-05-29	Applied Research Systems	Use of pyrazole derivatives for treating infertility
EP1457205A4 (de)	2001-11-30	2006-07-05	Santen Pharmaceutical Co Ltd	Angiogenesehemmer
AU2003265395A1 (en) *	2002-08-14	2004-03-03	Ppd Discovery, Inc.	Prenylation inhibitors and methods of their synthesis and use
WO2004016741A2 (en) *	2002-08-14	2004-02-26	Ppd Discovery, Inc.	Prenylation inhibitors containing dimethyl-cyclobutane and methods of their synthesis and use
US6649638B1 (en) *	2002-08-14	2003-11-18	Ppd Discovery, Inc.	Prenylation inhibitors and methods of their synthesis and use
JP4691041B2 (ja)	2003-11-20	2011-06-01	チルドレンズホスピタルメディカルセンター	Ｇｔｐアーゼ阻害剤および使用方法
US6799739B1 (en) *	2003-11-24	2004-10-05	The Boeing Company	Aircraft control surface drive system and associated methods
US7826982B2 (en)	2005-07-29	2010-11-02	Children's Hospital Medical Center	Method of identifying inhibitors using a 3-D structure of RAC-1 GTPASE
EP1939181A1 (de) *	2006-12-27	2008-07-02	sanofi-aventis	Heteroaryl-substituierte Carboxamide und deren Verwendung für die Stimulierung der NO Synthase Expression
TWI448284B (zh) *	2007-04-24	2014-08-11	Theravance Inc	雙效抗高血壓劑
CN101801194A (zh) *	2007-08-15	2010-08-11	记忆医药公司	具有5-ht6受体亲和力的3’取代的化合物
US20110009463A1 (en) *	2007-10-17	2011-01-13	Yuri Karl Petersson	Geranylgeranyl transferase inhibitors and methods of making and using the same
WO2010032874A1 (ja) *	2008-09-19	2010-03-25	住友化学株式会社	農業用組成物
FR2949463B1 (fr) *	2009-08-26	2011-09-16	Commissariat Energie Atomique	Inhibiteurs de mmp
WO2011161645A1 (en)	2010-06-25	2011-12-29	Ranbaxy Laboratories Limited	5-lipoxygenase inhibitors
EP2588465B1 (de)	2010-06-30	2017-01-25	Ironwood Pharmaceuticals, Inc.	Sgc-stimulatoren
CN107266433A (zh)	2010-11-09	2017-10-20	铁木医药有限公司	sGC刺激剂
CN106117194A (zh)	2011-12-27	2016-11-16	铁木医药有限公司	可用作sgc刺激剂的2‑苄基、3‑(嘧啶‑2‑基)取代的吡唑类
US9980942B2 (en)	2012-05-02	2018-05-29	Children's Hospital Medical Center	Rejuvenation of precursor cells
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CN114450027A (zh)	2019-08-16	2022-05-06	儿童医院医疗中心	用cdc42特异性抑制剂治疗受试者的方法
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- 1999-12-21 EP EP99966665A patent/EP1140900B1/de not_active Expired - Lifetime
- 1999-12-21 DE DE69924292T patent/DE69924292T2/de not_active Expired - Lifetime
- 1999-12-21 AT AT99966665T patent/ATE291018T1/de not_active IP Right Cessation
- 1999-12-21 WO PCT/US1999/030951 patent/WO2000039083A2/en not_active Ceased
- 1999-12-21 CA CA2359462A patent/CA2359462C/en not_active Expired - Fee Related
- 1999-12-21 AU AU22166/00A patent/AU772943B2/en not_active Ceased
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EP1140900A4 (de)	2002-04-10
CA2359462A1 (en)	2000-07-06
CA2359462C (en)	2010-07-06
DE69924292D1 (de)	2005-04-21
AU2216600A (en)	2000-07-31
ATE291018T1 (de)	2005-04-15
WO2000039083A2 (en)	2000-07-06
EP1140900B1 (de)	2005-03-16
JP2002533436A (ja)	2002-10-08
EP1140900A2 (de)	2001-10-10
US6191147B1 (en)	2001-02-20
WO2000039083A3 (en)	2000-11-02
DE69924292T2 (de)	2006-04-13
AU2004202912A1 (en)	2004-07-22

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